In a large bowl, beat cream and powdered sugar on high speed until stiff peaks form. *See my notes above for stabilizing whipped cream if keeping for longer periods of time*
Place one layer of chocolate wafer cookies in a 9" Springform pan, breaking to fit or overlapping somewhat is fine. Top with about 1/3 of whipped cream and 1/3 of the cherry pie filling.
Repeat layers two more times for 3 layers total.
Cover and refrigerate for at least 6 hours or overnight. Garnish with additional whipped cream if desired, slice and serve.